Ammonia → HCID 68472671, compound

Participants

Reaction Steps

To a reaction container equipped with a cooling apparatus, 0.64 g of tetrakis(triphenylphosphine)palladium, 1 g of 2-bromo-5-tert-butyldimethylsilylpyridine obtained in the above-mentioned Example 3-1 and 25 mL of tetrahydrofuran were added. To the obtained mixture, 7.35 mL of 2-pyridyl zinc bromide (0.5 M/tetrahydrofuran solution) was added with stirring at room temperature. The obtained mixture was stirred at 50° C. for 7 hours and 40 minutes to effect reaction. The reaction mixture was cooled until room temperature and then, 33 mL of 28% aqueous ammonia solution was added thereto. The obtained mixture was extracted three times with 50 mL of chloroform. The obtained organic layers were mixed and dried with magnesium sulfate. After removing magnesium sulfate by filtration, the filtrate was concentrated to obtain a crude product. The crude product was purified with silica gel column chromatography followed by further recrystallization with hexane to obtain 0.35 g of 5-tert-butyldimethylsilyl-2,2′-bipyridine.

Provenance & Evidence